Destination guide

Explore the waterfront setting in Shelter Island Heights

Come and experience Shelter Island Heights and its opera, entertainment and theater scene. This city's island views, camping and beaches draw many visitors. A vacation rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.


Activities and attractions in Shelter Island Heights

Do you want to find things to do in the area? Venture out of your cozy vacation rental and check out everything that makes Shelter Island Heights a fun place to get away. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Shelter Island Country Club (0.9 mi / 1.4 km)
  • Gardiner's Bay Country Club (1.4 mi / 2.3 km)
  • Shelter Island Tennis Club (1.7 mi / 2.7 km)
  • Kontokosta Winery (3 mi / 4.8 km)
  • Island's End Golf and Country Club (3.1 mi / 5 km)
  • The Old Field Vineyards (3.5 mi / 5.6 km)

Seasonal weather averages in Shelter Island Heights

If you're planning a vacation around the weather, July, August, June and September are the hottest months to visit, when temperatures average 83°F.

Natural features

Exploring the natural features in Shelter Island Heights

Travelers appreciate the island views and pristine beaches, which is just a taste of what Shelter Island Heights has to offer. Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Shelter Island Heights is a great place to get out in nature. These are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city center:

  • Sunset Beach (1.2 mi / 1.9 km)
  • Crescent Beach (1.5 mi / 2.4 km)
  • Menhadden Lane Beach (1.7 mi / 2.8 km)
  • Mashomack Preserve (1.8 mi / 2.8 km)
  • Wades Beach (1.8 mi / 2.9 km)
  • Shell Beach (2.1 mi / 3.5 km)
How to get there

How to get to and around Shelter Island Heights

The nearest airport is in East Hampton, NY (HTO), located 9.3 mi (15 km) from the city center. If you're unable to find a flight that fits your schedule, you could also fly into Fishers Island, NY (FID-Elizabeth Field), which is 20.5 mi (32.9 km) away.

How many vacation rentals are available around Shelter Island Heights?

Our 2020 property listings offer a large selection of 266 vacation rentals around Shelter Island Heights. From 223 house rentals to 19 cabin rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent a water-view property in Shelter Island Heights?

The stresses of life simply slip away when you're near the water. Reunite your crew and make yourself at home — it's time to find your zen. Vrbo has 65 waterfront vacation rentals in this destination. Of course, that might not be your style. Fortunately, Vrbo has heaps more options, including:

  • 55 shore-front vacation rentals.
  • 50 beachfront vacation rentals.
  • 47 seaside vacation rentals.

Can I rent a house in Shelter Island Heights?

Instead of staying in a forgettable, cookie-cutter hotel room this vacation, you could go for a whole house. You'll be part of the neighborhood before you know it! There are 213 options currently on Vrbo. Prices start at $130 per night. Or perhaps you'd rather choose one of the area's other sought-after rental options, such as:

  • Cottage: 22 vacation homes. Prices start from $230 per night.
  • Apartment: 11 vacation homes. Prices start from $203 per night.
  • Farmhouse: 5 vacation homes. Prices start from $193 per night.

Can I stay in Shelter Island Heights in a large group?

Sometimes it can be tricky finding time to catch up with your extended family and friends. A group vacation is a great way to get together. If you were planning to kick back together, Vrbo has options. 70 house vacation homes are ready to be booked. Presently, they're the preferred choice here for large groups. If you're wanting to stay in a big group, the properties for rent that will serve you well include:

  • On the lookout for vacation homes that can hold 8 people? We have 152 that will be perfect. The prices start from $232 per night.
  • If you have 6 in your party, you'll be pleased to find out that there are 138 vacation homes that are perfect. You can book one for as little as $150 a night.
  • Looking for vacation rentals catering to 10 people? You'll be thrilled to know we have 66 that will fit the bill. You can score one for as little as $270 per night.

You and all your besties will be more than satisfied when you arrange your Shelter Island Heights getaway through us!

Where are the cheapest rentals in Shelter Island Heights?

Friends are the family we choose. Catch up with those who truly matter and book a reasonably priced vacay with Vrbo. Old Saybrook Center is a terrific area to take a look at if you want to keep your budget under control. Vrbo has 29 rentals, and the average price is an agreeable $271 per night. Westbrook Center is another great option. Vrbo has 53 rentals here, and the average price is around $307 a night.

Explore destinations around Shelter Island Heights